EP2258182A1 - Plant growth promoter associated with potato cyst nematode - Google Patents

Plant growth promoter associated with potato cyst nematode Download PDF

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Publication number
EP2258182A1
EP2258182A1 EP09713738A EP09713738A EP2258182A1 EP 2258182 A1 EP2258182 A1 EP 2258182A1 EP 09713738 A EP09713738 A EP 09713738A EP 09713738 A EP09713738 A EP 09713738A EP 2258182 A1 EP2258182 A1 EP 2258182A1
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EP
European Patent Office
Prior art keywords
fatty acid
growth promoter
plant growth
cyst nematodes
potato cyst
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EP09713738A
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German (de)
English (en)
French (fr)
Inventor
Akio Fukuzawa
Keita Fukui
Souhei Okumura
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Tokyo Medical and Dental University NUC
Tokai University Educational System
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Tokyo Medical and Dental University NUC
Tokai University Educational System
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Publication date
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Publication of EP2258182A1 publication Critical patent/EP2258182A1/en
Withdrawn legal-status Critical Current

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/20Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof

Definitions

  • the present invention relates to a growth promoter that allows a beet or other plants to grow quickly to a large size through the effect of potato cyst nematodes in the soil, and the usage of the growth promoter.
  • PCNs potato cyst nematodes
  • Hokkaido which is a main potato-producing region
  • appearances of potato cyst nematodes have been confirmed one after another in various places in Japan, such as Nagasaki and Aomori.
  • the damage caused by the PCNs has become apparent with the decrease in the production of potatoes, and the same damage has also become prominent in various places around the world, such as European countries.
  • potatoes are a staple food for many people in the world, the development of a method for suppressing the damage through the control of PCNs has been the subject of an important research task for those involved in the agricultural industry.
  • the ecological method is an indirect method in which the eggs of PCNs are forcedly hatched in some way, and then the hatched larvae are made to starve to death or destroyed using a typical agricultural chemical, which results in the prevention of the damage caused by the PCNs. It has been known for a long time that PCNs hatch when exposed to a substance secreted from the host plants, and there has been conducted a study for identifying a hatching-activating substance and isolating it from the secretory substance. Patent Document 1 discloses Solanoeclepin A.as the hatching-activating substance. However, according to the research conducted by the inventors of the present invention, it has been concluded that the substance has low polarity and poor solubility in water and therefore is not an activator in the soil.
  • cyst nematodes Once cyst nematodes enter the roots of host plants, they form a giant cell and ingest nutrition. However, there has been no research on the phenomenon that occurs in the case where cyst nematodes enter the roots of non-host plants in the same manner.
  • the inventors of the present invention have studied the relationship between the hatching of potato cyst nematodes (PCNs) and the control method for a long time, and have noticed that a certain chemical agent is highly involved in the growth of non-host plants.
  • the inventors have conducted extensive studies on the relationship between a hatching-accelerating substance for eggs (second-generation larvae) of PCNs and the growth of non-host plants, have found that the substance eventually contributes to an increased yield of agricultural produce, which is a non-host plant such as a sugar beet or an adzuki bean, and have completed the present invention that provides an easily available growth promoter using with safety for such a cultivated plant.
  • the present invention is specified by including the following configuration. That is, the present invention provides a plant growth promoter comprising a fatty acid dialkanolamide that produces a hatching-accelerating effect on eggs of potato cyst nematodes, wherein potato cyst nematodes hatched by the effect of the fatty acid dialkanolamide promote the growth of a non-host plant.
  • the fatty acid dialkanolamide is preferably a compound represented by the following general formula (1): R-CO-N(-R'-OH)(-R"-OH) (1) (in the general formula (1), R represents an alkyl group that has 1 to 20 carbon atoms and may be substituted, and R' and R" may be the same or different from each other and each represent an alkylene group that has 1 to 10 carbon atoms and may be substituted).
  • the fatty acid dialkanolamide is preferably a fatty acid diethanolamide and more preferably at least one selected from the group consisting of acetic acid diethanolamide, hexanoic acid diethanolamide, decanoic acid diethanolamide, octadecanoic acid diethanolamide, lauric acid diethanolamide, myristic acid diethanolamide, and coconut oil fatty acid diethanolamide.
  • the plant growth promoter is desirably sprayed on a soil where eggs of potato cyst nematodes are present.
  • the present invention provides a sort of ecological agricultural chemical that ingeniously utilizes the specific ecology of potato cyst nematodes, the specific ecology being represented by a life cycle over a certain period of time (one year in Hokkaido). Since such an ecological agricultural chemical is stable and does not require the presence of synergists for generating activity unlike a naturally occurring hatching-accelerating substance for PCNs, the formulation of the chemical is quite easy.
  • the nematode density in the soil can be decreased because the plant growth promoter efficiently breaks the shell of eggs (second-generation larvae) of potato cyst nematodes in the soil within a short period of time and hatches the eggs, and then the nematodes are made to starve to death or killed by a method such as supply of an insecticide.
  • the growth of the non-host plants is unexpectedly and surprisingly promoted despite the fact that potato cyst nematodes are not completely controlled, though the reason is unknown.
  • enlarged agricultural produce or significantly grown agricultural produce can be harvested within a short period of time, whereby an increased yield can be achieved.
  • the plant growth promoter per se is one type of generally used nonionic surfactant, there is few for possibility of contaminating soil, agricultural produce, and the environment. Therefore, it is believed that there is any few problem in terms of burden to the environment and safety to agricultural produce. With the plant growth promoter of the present invention, safer agricultural produce can be cultivated with high productivity and supplied as food in a sustainable manner.
  • a favorable crop rotation system e.g., four-year crop rotation such as potato ⁇ wheat ⁇ eans ⁇ sugar beet
  • a yield-increasing effect on agricultural produce cultivated after a solanaceous plant such as a potato can be established in the farmland by using the plant growth promoter of the present invention.
  • the plant growth promoter of the present invention is a plant growth promoter that promotes the growth of cultivated plants by the involvement of potato cyst nematodes. That is to say, the plant growth promoter of the present invention contains a fatty acid dialkanolamide that produces a hatching-accelerating effect on eggs of potato cyst nematodes, and potato cyst nematodes hatched by the effect of the fatty acid dialkanolamide are probably involved in promoting the growth of non-host plants.
  • a host plant is essentially a plant with which potato cyst nematodes live parasitically, and is specifically a solanaceous plant because potato cyst nematodes have high host specificity to the solanaceous plant. Plants other than solanaceous plants are referred to as “non-host plants”.
  • the phrase "producing a hatching-accelerating effect on eggs of potato cyst nematodes” mainly means that a plant growth promoter acts on the hatching of eggs (second-generation larvae) of potato cyst nematodes or acts so as to accelerate the hatching, but is not limited thereto.
  • a plant growth promoter acts on the hatching of eggs (second-generation larvae) of potato cyst nematodes or acts so as to accelerate the hatching, but is not limited thereto.
  • a fatty acid dialkanolamide acts on potato cyst nematodes as a hatching (-accelerating) substance so as to hatch the potato cyst nematodes is still unknown, the mechanism is assumed to be that described below.
  • the second-generation larvae of potato cyst nematodes whose dormancy has been broken and that have been hatched by the effect of the fatty acid dialkanolamide promote the growth of non-host plants.
  • Potato cyst nematodes mainly inhabit the soil where a potato or the like is cultivated or a solanaceous plant (particularly a root of a host plant) such as a potato in a specific periodic life cycle shown in Fig. 1 .
  • the term "potato cyst nematode” has the same meaning as the term “PCN”, and mainly indicates a hatched larva and the grown imago but sometimes indicates any form that is not limited to a certain life cycle stage.
  • hatched potato cyst nematodes need to be present to produce a growth-promoting effect on target plants, and the nematodes that have been hatched by the effect of a fatty acid dialkanolamide promote the growth of the target plants. This is based on the fact that, when a fatty acid dialkanolamide was sprayed on a place where potato cyst nematodes were not present, the growth promotion of non-host plants did not occur. The mechanism with which potato cyst nematodes act is still unknown.
  • the larvae of potato cyst nematodes enter non-host plants, mainly the roots of the non-host plants, and may secrete some type of growth-promoting substance or may secrete a substance that stimulates the plant growth hormone secretion of the non-host plants.
  • the growth promotion of the non-host plants caused by hatched potato cyst nematodes can be seen as the enlargement or significant growth of the plants, an increase in the number of fruits born, or an increase in the sugar content of fruits.
  • the fatty acid dialkanolamide contained in the plant growth promoter of the present invention is preferably a compound represented by the following general formula (1): R-CO-N(-R'-OH)(-R"-OH) (1)
  • R represents an alkyl group that has 1 to 20 carbon atoms and may be substituted
  • R' and R" may be the same or different from each other and each represent an alkylene group that has 1 to 15 carbon atoms, preferably 1 to 10 carbon atoms, and may be substituted.
  • the fatty acid dialkanolamide is a reaction product of a fatty acid and a dialkanolamine.
  • the fatty acid may be a saturated or unsaturated fatty acid and also a straight or branched chain fatty acid.
  • R, R', and R" may have a proper substituent that maintains or improve the effect of the plant growth promoter. Examples of the substituent include a hydroxyl group, an amino group, an alkoxy group, and an aryl group.
  • R preferably represents a straight or branched chain alkyl group having 1 to 20 carbon atoms and R' and R" each preferably represent a straight or branched chain alkylene group having 1 to 10 carbon atoms.
  • R include a methyl group, a propyl group, a pentyl group, a heptyl group, a nonyl group, an undecanyl group, a tridecanyl group, and a heptadecanyl group.
  • R' and R" include an ethylene group, a propylene group, an isopropylene group, and a butylene group.
  • a saturated fatty acid such as acetic acid (C 2 ), hexanoic acid (C 6 , caproic acid), decanoic acid (C 10 ), lauric acid (C 12 ), myristic acid (C 14 ), or octadecanoic acid (C 18 ) is particularly preferred, and a mixture thereof may also be used.
  • An example of the mixture is a coconut oil fatty acid including lauric acid (C 12 ) and myristic acid (C 14 ).
  • the dialkanolamine include diethanolamine and diisopropanolamine.
  • fatty acid dialkanolamide examples include acetic acid diethanolamide, hexanoic acid diethanolamide, .decanoic acid diethanolamide, lauroyl diethanolamide, myristoyl diethanolamide, octadecanoic acid diethanolamide, and coconut oil fatty acid diethanolamide.
  • fatty acid dialkanolamides hexanoic acid diethanolamide or coconut oil fatty acid diethanolamide is particularly preferred.
  • the accelerated hatching effect of an aqueous fatty acid dialkanolamide solution for the eggs of potato cyst nematodes was measured.
  • the hatching ratios were 23.8% for 1000-fold diluted decanoic acid diethanolamide, 21.7% for 1000-fold diluted acetic acid diethanolamide, and 5.0% for water. It is believed that the fatty acid dialkanolamide has a function of breaking the eggshell of PCNs and thus the eggs of PCNs are forcedly hatched.
  • the plant growth promoter according to the present invention needs an involvement of hatched potato cyst nematodes. That is, the plant growth promoter of the present invention is applicable to cultivated plants whose growth is desirably promoted, but the growth-promoting substance itself has not been completely clarified yet. For the growth-promoting effect, the experiment described below proves that hatched PCNs are involved in the generation or derivation of the growth-promoting substance that is produced into the target plants whose growth is to be promoted.
  • the substance of the plant growth promoter contains at least the fatty acid dialkanolamide as an active component that promotes the hatching from eggs to larvae of PCNs.
  • the fatty acid dialkanolamide may be contained as a single compound or as a mixture of different fatty acid dialkanolamides.
  • the fatty acid dialkanolamide as a hatching-accelerating substance for PCNs is chemically stable unlike a hatching-accelerating substance secreted by host plants, and does not require the presence of accompanying synergists (I. II) unlike a natural hatching-accelerating substance.
  • the effect of the fatty acid dialkanolamide is not influenced by a naturally occurring hatching-repressing substance for PCNs.
  • a fatty acid monoalkanolamide such as coconut oil fatty acid monoethanolamide, coconut oil fatty acid monoisopropanolamide, lauroyl monoethanolamide, or myristoyl monoethanolamide may be contained in a small amount.
  • a satisfactory effect is not produced from only the fatty acid monoalkanolamide as described in Reference Examples below.
  • another nonionic surfactant such as a polyoxyethylene higher alcohol ether or a polyethylene glycol fatty acid ester may be contained.
  • the fatty acid dialkanolamide may be used together with, in particular, the polyoxyethylene higher alcohol ether or the polyethylene glycol fatty acid ester.
  • the content of the fatty acid dialkanolamide is preferably 5 to 10% by mass and the content of the polyoxyethylene higher alcohol ether or the polyethylene glycol fatty acid ester is preferably 0.1 to 1.0% by mass.
  • hexanoic acid diethanolamide or coconut oil fatty acid diethanolamide is preferred as the fatty acid dialkanolamide.
  • polyoxyethylene higher alcohol ether examples include polyoxyethylene octyl ether, polyoxyethylene lauryl ether, polyoxyethylene myristyl ether, polyoxyethylene stearyl ether, polyoxyethylene (2-ethylhexyl) ether, polyoxyethylene nonylphenyl ether, and polyoxyethylene octylphenyl ether.
  • polyethylene glycol fatty acid ester examples include polyethylene glycol stearate and polyethylene glycol dioleate.
  • polyethylene glycol ether ester may be used.
  • the fatty acid dialkanolamide is used as an active substance contained in the plant growth promoter of the present invention, optionally together with another surfactant or an organic solvent such as alcohol, ketone, acid, or hydrocarbon; is changed into an aqueous solution, an emulsion, or a suspension to increase the adherence to the soil and plant; and is sprayed.
  • the fatty acid dialkanolamide may be used together with an inorganic substance such as calcium carbonate, talc, or kaoline or a natural oil and fat such as castor oil, sunflower oil, soybean oil, or olive oil.
  • the inorganic substance also functions as a carrier of the fatty acid dialkanolamide, and thus a sustainable effect of plant growth promotion is produced for a long time.
  • another hatching-accelerating substance e.g., Solanoeclepin A
  • a bactericide, an insecticide, and an insect repellent may be suitably added to the plant growth promoter of the present invention.
  • a secretory substance-containing body of a solanaceous plant may be added.
  • the secretory substance-containing body contains a substance secreted from the root of a solanaceous plant such as a potato, a tomato, or an eggplant.
  • a secretory substance-containing body of a tomato is preferred. Since a tomato is cultivated by hydroponics in a large scale at present, the tomato hydroponic solution can be collected and used, if necessary, after concentration process.
  • the concentration method is not particularly limited. For example, a hydroponic solution obtained when a tomato is cultivated by hydroponics may be passed through an ion-exchange resin layer, or such a hydroponic solution may be distilled. Instead of using such a secretory substance, a proper number of solanaceous plants such as a potato or a tomato may be cultivated among cultivated plants.
  • the plant growth promoter of the present invention When the plant growth promoter of the present invention is sprayed on the soil where PCNs are present, the growth of cultivated plants such as agricultural produce, flowers, and grasses other than solanaceous plants is promoted in the soil. Any farmland after a solanaceous plant, preferably a potato, is cultivated and harvested is used as the soil where PCNs are present. Alternatively, a proper number of solanaceous plants such as a potato or a tomato may be cultivated between cultivated plants. In such a manner, the presence of PCNs is ensured, and thus the assumption that PCNs need to be involved in the growth promotion of non-host plants caused by the plant growth promoter is satisfied.
  • the plant growth promoter may be applied as a control agent of PCNs for the cultivation of solanaceous plants such as a potato.
  • solanaceous plants such as a potato.
  • the eggs of PCNs are forcedly hatched and made to starve to dearth. Therefore, the damage of a potato caused by PCNs may be reduced.
  • the growth-promoting effect may be expected when a cultivated plant other than solanaceous plants is cultivated at the site where a potato has been cultivated. This is quite favorable in the case where a crop rotation system of crops including a potato is established in a farmland.
  • the plant growth promoter of the present invention is a plant growth trigger that accelerates the hatching of eggs of PCNs when applied to the soil where PCNs are present and allows the hatched PCNs to promotes the growth of non-host plants cultivated close to the PCNs.
  • the cultivated plants whose yield may be expected to be increased by applying the plant growth promoter of the present invention are not particularly limited.
  • Such cultivated plants are commonly cultivated plants such as agricultural produce, flowers, and grasses.
  • Examples of particularly preferable agricultural produce include a beet (sugar beet), a soybean, an adzuki bean, a corn, and oats.
  • a spraying solution is prepared so that the content of the fatty acid dialkanolamide is, for example, 0.001 to 1% by mass and preferably 0.01 to 0.5% by mass, and the spraying solution is sprayed one to several times during the cultivation of the plant, whereby the increased yield of agricultural produce may be achieved.
  • a spraying solution prepared so as to have a concentration of 0.01% by mass is sprayed once to several times from May to June, which is normally the right season for planting. Consequently, the growth-promoting effect on agricultural produce may be achieved.
  • a chemical agent containing the fatty acid dialkanolamide When a chemical agent containing the fatty acid dialkanolamide is sprayed on the soil where PCNs are present, the growth of plants such as agricultural produce, flowers, and grasses cultivated in the soil is promoted.
  • the chemical agent may be applied to agricultural produce such as a sugar beet, an adzuki bean, or a soybean.
  • a sugar beet is enlarged without decreasing the sugar content, and an adzuki bean and a soybean become taller and have a larger pod with a larger number of seeds. In these cases, the growth promotion leads to an increase in the yield of agricultural produce.
  • the present invention includes, as an aspect, a plant growth-promoting method in which a plant growth promoter containing the fatty acid dialkanolamide represented by the above-described general formula (1) is sprayed on the soil where a non-host plant is cultivated and the eggs of potato cyst nematodes are present, and the potato cyst nematodes hatched by the effect of the fatty acid dialkanolamide promote the growth of the non-host plant; and a method for using the fatty acid dialkanolamide in such a plant growth-promoting method.
  • the amount of the fatty acid dialkanolamide contained, the method and season for spraying the plant growth promoter, and the amount of the plant growth promoter sprayed have been described above.
  • PCNs A farmland (Fujimi, Kutchan-cho, Hokkaido) contaminated by PCNs was examined in advance.
  • the PCN density was 2000 to 5000 per 20 g of air-dried soil.
  • the weight (kg) of the largest beet, the average weight (kg) of three beets other than the largest beet, and the sugar content (%) were measured. Table 1 shows the results.
  • the sugar content (%) was measured with a saccharimeter (MASTER-M model 2313 available from ATAGO Co., Ltd.).
  • Table 1 Sprayed amount (g/m 2 ) Average weight of three beets other than the largest beet (kg) Weight of the largest beet (kg) Sugar content (%) Example 1 9.0 1.40 1.90 19.90 Example 2 5.5 1.68 2.53 20.10 Example 3 1.8 1.63 2.85 19.80 Reference Example 1 - 1.35 21.1
  • Table 2 Sprayed amount (g/m 2 ) Average weight of three beets other than the largest beet (kg) Weight of the largest beet (kg) Sugar content (%)
  • Example 4 9.0 1.62 2.15 23.40
  • Example 5 5.5 1.92 2.35 20.00
  • Example 6 1.8 1.86 2.20 21.20
  • Table 3 Sprayed amount (g/m 2 ) Average weight of three beets other than the largest beet (kg) Weight of the largest beet (kg) Sugar content (%) Example 7 9.0 1.85 2.30 21.00 Example 8 5.5 1.65 1.95 20.20 Example 9 1.8 1.48 2.05 20.20
  • Table 4 Sprayed amount (g/m 2 ) Average weight of three beets other than the largest beet (kg) Weight of the largest beet (kg) Sugar content (%)
  • Example 10 1.80 2.27 2.70 19.30
  • Example 11 1.08 2.13 2.35 19.80
  • Example 12 0.33 1.85 2.60 20.00
  • Example 13 0.11 1.77 2.35 18.00
  • Table 5 Average weight of three beets other than the largest beet (kg) Weight of the largest beet (kg) Sugar content (%) Reference Example 2 Spraying of potato root leachate 1.37 1.55 22.10 Reference Example 3 Spraying of tomato root leachate 1.27 1.65 21.00 Reference Example 4 Planting of tomato seedlings 1.67 2.65 20.20 Reference Example 5 Planting of potato seedlings 1.62 2.10 20.60
  • Table 6 Type of hatching-accelerating substance Sprayed amount Nematode density (/20 g of air-dried soil) Reference Example 6 acetic acid diethanolamide 9.0 g/m 2 846 Reference Example 7 decanoic acid diethanolamide 9.0 g/m 2 765 Reference Example 8 octadecanoic acid diethanolamide 9.0 g/m 2 540 Reference Example 9 coconut oil fatty acid diethanolamide 9.0 g/m 2 1215 Reference Example 10 potato root leachate 18 L 806 Reference Example 11 tomato root leachate 18 L 1069
  • Table 7 Name of sections Treatments performed PCN density (/20 g of air-dried soil) 1-1 After fermented cow dung was applied as a fertilizer, beet was planted. 3100 2-1 After 260 mg of hexanoic acid diethanolamide was dissolved in 100 ml of water and the solution was sprayed around the area where a single beet was to be planted, beet was planted. 600 2-2 After 260 mg of coconut oil fatty acid diethanolamide was dissolved in 100 ml of water and the solution was sprayed around the area where a single beet was to be planted, beet was planted.
  • the beets were cultivated under the conditions that the width of a ridge was 69 cm and the distance between beets was 30 cm.
  • the chemical agents were sprayed (the chemical agents were dissolved in water and sprayed on the soil around the roots of beets) once and beet seedlings were planted on May 16, 2008. Then the beets were cultivated until October 8, 2008 and harvested. After the stems and leaves of the harvested beets were removed, the weight of the beets was measured.
  • Table 8 Name of sections Average weight (kg) Weight of the largest beet (kg) Sugar content (%) Example 14 1-1 3.50 3.50 18.0 Example 15 2-1 1.55 2.10 Example 16 2-2 1.95 2.60 Reference Example 12 2-3 1.05 1.05 Reference Example 13 2-4 1.40 1.40 Reference Example 14 2-5 1.10 1.80

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
EP09713738A 2008-02-28 2009-02-24 Plant growth promoter associated with potato cyst nematode Withdrawn EP2258182A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2008047992 2008-02-28
PCT/JP2009/053280 WO2009107607A1 (ja) 2008-02-28 2009-02-24 ジャガイモシスト線虫の関与する植物生長促進剤

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EP (1) EP2258182A1 (ja)
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EP3322294A1 (en) 2015-06-30 2018-05-23 King Abdullah University Of Science And Technology Plant growth promoters and methods of using them

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JPH03190807A (ja) * 1989-12-21 1991-08-20 Harima Chem Inc ジャガイモシスト線虫ふ化促進物質の製造方法
JPH04145010A (ja) * 1990-10-02 1992-05-19 Harima Chem Inc 植物培養根を用いたジャガイモシスト線虫フ化促進物質の製造方法
CA2032629A1 (en) * 1989-12-21 1991-06-22 Ikuo Ashikawa Method of producing potato cyst nematode hatching stimulus
NL9101266A (nl) * 1991-07-18 1993-02-16 Chemische Pharmaceutische Ind Wekstof voor het aardappelcyste-aaltje.
US6235299B1 (en) * 1998-02-27 2001-05-22 Buckman Laboratories International Inc Potentiation of biocide activity using diethanolamide

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